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- Ferrocenylphosphine ligands of the type cpFecp(PR2)(*CH(CH3)PR'2) are a class of asymmetric ligands developed at Solvias in Basel, Switzerland. Ligands of this type are currently used industrially in the stereoselective synthesis of commercial products2,3. A unique feature of these bidentate ligands is the presence of a fixed phosphine moiety and a stereogenic, functionalized side chain, which can be easily modified to accommodate electronic and steric requirements. Based on a versatile synthetic procedure starting with optically active ferrocenes of the type cpFecp(PR2)(*CH(CH3)X) [X = OAc or NR2], a variety of donor atoms can be introduced into the side chain.4 These ferrocene based phosphine ligands have wide application in the stereoselective hydrogenation of substituted acetamidoacrylates, enol acetates, β-ketoesters and simple alkenes.
- Useful as a ligand in Pd-catalyzed C-N bond-forming reactions.
- Pd-catalyzed enantioselective alkylative desymmetrization of meso-succinic anhydrides.
- Asymmetric hydrogenation of ketones and phosphinylketimines.
- Michael addition of Grignard reagents to α,α-unsaturated esters and thioesters.
- Boration of ∀,∃-unsaturated esters and nitriles.
- Reaction of aryl halides with ammonia.
- Cu-catalyzed reduction of activated C=C bonds with PMHS.
- Regio- and enantioselective hydroboration of vinyl arenes.
- Rh-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes.
- 1,2-Migrations in Pd-catalyzed Negishi couplings with JosiPhos ligands.
- Catalyst for the homodimerization of ketoketenes.
- Ligand for the Rh catalyzed synthesis of lactones.
- Ligand for the Cu-catalyzed synthesis of syn and anti γ-amino alcohols.
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